2-(Dimethylamino)ethanol → (1R,2R,5S,6R)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-6-{2-[2-(N,N-dimethylamino)ethyl]-2H-tetrazol-5-yl}-1-phenyl-8-azabicyclo[3.2.1]octane

HRID 2088207Notes

Reaction equation

[CH2:1]([N:8]1[C@@H:13]2[C@H:14]([C:16]3[N:17]=[N:18][N:19]([CH2:21][CH2:22][NH:23][C:24](OC(C)(C)C)=O)[N:20]=3)[CH2:15][C@@:9]1([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C@H:10]([O:31][CH2:32][C:33]1[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[C:35]([C:43]([F:46])([F:45])[F:44])[CH:34]=1)[CH2:11][CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:53]N(C)CCO>>[CH2:1]([N:8]1[C@@H:13]2[C@H:14]([C:16]3[N:17]=[N:18][N:19]([CH2:21][CH2:22][N:23]([CH3:24])[CH3:53])[N:20]=3)[CH2:15][C@@:9]1([C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[C@H:10]([O:31][CH2:32][C:33]1[CH:34]=[C:35]([C:43]([F:44])([F:46])[F:45])[CH:36]=[C:37]([C:39]([F:40])([F:42])[F:41])[CH:38]=1)[CH2:11][CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 79022-(Dimethylamino)ethanol

HCID 86586752(1R*,2R*,5S*,6R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy)-6-{2-[2-(t-butoxycarbonylamino)ethyl]-2H-tetrazol-5-yl}-1-phenyl-8-azabicyclo[3.2.1]octane

Product 1

HCID 86586755(1R*,2R*,5S*,6R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-6-{2-[2-(N,N-dimethylamino)ethyl]-2H-tetrazol-5-yl}-1-phenyl-8-azabicyclo[3.2.1]octane

Procedure

Prepared in analogous manner to (1R*,2R*,5S*,6R*)-8-benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-6-(2-[2-(t-butoxycarbonylamino)ethyl]-2H-tetrazol-5-yl}-1-phenyl-8-azabicyclo[3.2.1]octane (Example 140) using N,N-dimethylethanolamine.

Sources & evidence

ORD record: ord-0f4e66231b72466195c085a754b755b5
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06727249B2

Reaction notes

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